Acyclic Chalcogen Bonded Directly To The Bicyclo Ring System Patents (Class 549/437)
-
Patent number: 5250574Abstract: An aromatic compound of the formula: ##STR1## wherein R.sup.1 is, the same or different, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.3 alkoxy group or a C.sub.1 -C.sub.3 haloalkoxy group; R.sup.2 is a hydrogen atom or a methyl group; R.sup.3 is, the same or different, a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.2 alkoxy group or a C.sub.1 -C.sub.2 haloalkoxy group, or two adjacent R.sup.3 s may be combined together to represent a C.sub.1 -C.sub.2 alkylenedioxy group optionally bearing one or two substituents selected from halogen and methyl; p is an integer of 2 to 5; q is an integer of 0 to 5, which is useful for control of insect pests.Type: GrantFiled: October 25, 1991Date of Patent: October 5, 1993Assignee: Sumitomo Chemical Company LimitedInventors: Noriyasu Sakamoto, Akira Shuto, Hirosi Kisida, Hiroaki Fujimoto, Kimitoshi Umeda
-
Patent number: 5250735Abstract: Novel 2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2-(N-substituted-aminoalkyl)-5-(E)-arylalkylidene cyclopentanones, and derivatives thereof having the formula ##STR1## wherein x is methylene or ethylene; R.sub.1 is dimethylamino, diethylamino, 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, anilino or substituted anilino; R.sub.2 is hydrogen, straight or branched alkyl of 1 to 9 carbon atoms, aryl or arylalkyl; R.sub.3 is hydrogen, straight or branched alkyl of 1 to 9 carbon atoms, aryl or arylalkyl; and R.sub.4 is hydrogen, methyl, ethyl, allyl, benzyl, substituted benzyl, cyclopentyl, substituted cyclopentyl, cyclopenten-1-yl, or substituted cyclopenten-1-yl; and wherein aryl is phenyl or phenyl substituted with one or more methoxyl, hydroxyl, methylenedioxy, chloro, bromo, fluoro, ethoxycarbonylmethoxy, benzoxy, alkyl group, or their combination, possess anti-inflammatory, analgesic and anticancer properties.Type: GrantFiled: April 3, 1992Date of Patent: October 5, 1993Assignee: University of PittsburghInventors: Lan K. Wong, Hai-Tao Chen, Zhi-Zhong Ji
-
Patent number: 5194628Abstract: The reaction of 2,2-difluorobenzo-1,3-dioxole with (a) an alkali metal or an alkali metal compound and then (b) a compound R.sup.1 -Z.sup.1 l in which Z.sup.1 is a leaving group, or with an aldehyde produces compounds of formula I ##STR1## wherein R.sup.1 l is --OH, --SH, --CHO, --CN, --COOH, --B(OH).sub.2, --COX, with X being Cl or Br, or is --COOR.sup.2, --SiR.sub.3.sup.2 or --B(OR.sup.2).sub.2, with R.sup.2 being a C.sub.1 -C.sub.12 alcohol moiety without the hydroxy group, wherein R.sup.1 is further --C.sub.n H.sub.2n COOR.sup.2, with n being an integer from 1 to 4, or linear or branched C.sub.1 -C.sub.12 hydroxyalkyl which is unsubstituted or is substituted by --F, --CN, C.sub.1 -C.sub.6 alkoxy, phenyl, fluorophenyl, C.sub.1 -C.sub.4 alkoxy-phenyl, C.sub.1 -C.sub.4 alkylthio-phenyl, C.sub.1 -C.sub.4 alkyl-phenyl, C.sub.1 -C.sub.4 fluoroalkyl-phenyl, nitrophenyl or by cyanophenyl, or wherein R.sup.1 is a benzyl alcohol which is unsubstituted or is substituted by F, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.Type: GrantFiled: September 14, 1990Date of Patent: March 16, 1993Assignee: Ciba-Geigy CorporationInventors: Peter Ackermann, Hans-Ruedi Kanel, Bruno Schaub
-
Patent number: 5192765Abstract: Amines of the following formula: ##STR1## where the variables are defined in the specification are useful in the treatment of diseases associated with altered motility and/or tone of smooth muscle.Type: GrantFiled: June 6, 1991Date of Patent: March 9, 1993Assignee: Pfizer Inc.Inventors: David Alker, Robert J. Bass, Peter E. Cross
-
Patent number: 5106867Abstract: The present invention discloses substituted 1,3-benzodioxoles which possess anti-diabetic and/or anti-hyperglycemic and/or anti-obesity properties in humans and other animals.Type: GrantFiled: April 5, 1991Date of Patent: April 21, 1992Assignee: American Cyanamid CompanyInventors: Jonathan D. Bloom, Thomas H. Claus, Vern G. DeVries, Jo A. Dolan, Minu D. Dutia
-
Patent number: 5053404Abstract: The invention relates to antiinflammatory compounds of the formula (I), ##STR1## wherein A stands for hydrogen or hydroxyl group;X stands for hydrogen or halogen with the proviso that if A is hydrogen, then X also means hydrogen;R stands for hydrogen, benzoyl or C.sub.1-8 alkanoyl group;R.sup.1 and R.sup.2, which are the same or different, stand for hydrogen or a C.sub.1-4 alkyl group; or one of R.sup.1 and R.sup.2 is hydrogen and the other is phenyl group; or R.sup.1 and R.sup.2 together form a C.sub.4-5 alkylene group;means a single or double bond between two adjacent carbon atoms,as well as pharmaceutical compositions containing these compounds and a process for their preparation.Type: GrantFiled: March 9, 1990Date of Patent: October 1, 1991Assignee: Richter Gedeon Vegyeszeti Gyar R. T.Inventors: Csaba Molnar, Gyorgy Hajos, Laszlo Szporny, Jozsef Toth, Arpad Kiraly, Anna Boor nee Mezei, Janos Csorgei, Kristina Szekely, Lilla Forgacs, Gyorgy Fekete, Bulcsu Herenyi, Sandor Holly, Jozsef Szunyog
-
Patent number: 5053052Abstract: 2-Substituted para-aminophenols of general formula: ##STR1## where Y denotes oxygen or sulphur and R denotes a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl or C.sub.1 -C.sub.6 haloalkyl or a C.sub.2 -C.sub.6 polyhydroxyalkyl, provided that when Y=O, R is not methyl or ethyl and when Y=S, R is not ethyl; and dye composition containing one or more compounds of formula (I) where Y denotes an oxygen or sulphur atom and R is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.1 -C.sub.6 haloalkyl or C.sub.2 -C.sub.6 polyhydroxyalkyl.Type: GrantFiled: December 28, 1990Date of Patent: October 1, 1991Assignee: L'OrealInventors: Alex Junino, Gerard Lang, Alain Genet
-
Patent number: 5011950Abstract: Novel aromatic amine derivatives of specific structure are useful intermediates for herbicides. The aromatic amine compounds have the structure shown by formula [I]: ##STR1## wherein Ar and A are as defined herein.Type: GrantFiled: February 2, 1988Date of Patent: April 30, 1991Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Daisuke Fukuoka, Katsuya Takahashi, Isao Hashimoto
-
Patent number: 5006660Abstract: The present invention relates to a process for producing an alkoxybenzene compound or an aryloxybenzene compound by reacting a halogenobenzene compound with an alcohol or a phenol compound in the presence of copper or a copper compound, an amine, and a base. According to the disclosure, an alkoxybenzene compound and an aryloxybenzene compound can be produced under moderate conditions in good yield with high selectivity.Type: GrantFiled: June 28, 1989Date of Patent: April 9, 1991Assignee: Fuji Photo Film Co., Ltd.Inventor: Katsuyoshi Yamakawa
-
Patent number: 4988730Abstract: The invention relates to novel diphenylpropylamine derivatives of the general formula (I). ##STR1## R.sup.1 stands for hydrogen or a methyl group; R.sup.2 stands for hydrogen, a methyl or n-decyl group;Z means a phenyl group substituted by R.sup.3, R.sup.4 and R.sup.5, whereinR.sup.3 means hydrogen, fluorine, chlorine or bromine, or a nitro, C.sub.1-12 alkyl, C.sub.1-4 alkoxy, phenoxy or benzyloxy group;R.sup.4 and R.sup.5 represent hydrogen, chlorine or a hydroxy, alkoxy, benzyloxy, acetamino or carboxy group; orR.sup.4 and R.sup.5 together form a methylendioxy group;orZ may stand for a 4-methoxynaphtyl or 4-ethoxy-naphthyl group; andR.sup.6 stands for hydrogen or fluorine, with the proviso that each of R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.6 cannot simultaneously stand for hydrogen, as well as their physiologically acceptable acid addition salts.The invention also relates to a process for the preparation of these compounds and to the pharmaceutical compositions containing these compounds.Type: GrantFiled: July 21, 1989Date of Patent: January 29, 1991Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyar RTInventors: Dezso Korbonits, Pal Kiss, Laszlo Szekeres, Gyula Papp, Gabor Kovacs, Andrea Santane Csutor, Sandor Virag, Eva Udvari, Imre Bata, Katalin Marmarosi nee Kellner, Laszlo Tardos, Peter Kormoczy, Vera Gergely, Zoltan Vargai
-
Patent number: 4975434Abstract: Cyclopentenyl pyrimidine compounds have potent anti-viral, anti-tumor and differentiating activity. Of these compounds, cyclopentenyl cytosine has proved to be particularly effective in a variety of tumors, as well as having good antiviral activity and potent differentiating properties.Type: GrantFiled: January 31, 1989Date of Patent: December 4, 1990Assignee: The United States of America as represented by the Secretary of the Department of Health and Human ServicesInventors: Victor E. Marquez, John S. Driscoll, Mu-Ill Lim, Christopher K. Tseng, Alberto Haces, Robert I. Glazer
-
Patent number: 4970232Abstract: Novel aryloxyphenylpropylamines having the formula ##STR1## wherein R.sup.1 is C.sub.3-7 -cycloalkyl, C.sub.3-10 -alkyl, or alkenyl which may be straight, branched or cyclic, unsubstituted or substituted with C.sub.1-4 -alkoxy, aryloxy or cycloalkyl or cycloalkylalkyl; andR.sup.2 is 3,4-methylenedioxyphenyl, aryl or heteroaryl, which are optionally substituted with one or more cyano, halogen, C.sub.1-6 -alkyl, C.sub.1-6 -alkoxy, C.sub.1-6 -alkenyl, trifluoromethyl, C.sub.3-5 -alkylene, aryloxy or aralkoxyand a salt thereof with a pharmaceutically acceptable acid.The novel compounds are useful in the treatment of anoxia, migraine, ischemia and epilepsy.Type: GrantFiled: February 2, 1990Date of Patent: November 13, 1990Assignee: A/S FerrosanInventors: Palle Jakobsen, Jorgen Drejer
-
Patent number: 4968717Abstract: Compounds of the formula ##STR1## where R.sup.1 to R.sup.7, m, n and p have the meanings stated in the description, and certain derivatives which are p-substituted in the left-hand phenyl ring, are useful for the treatment of disorders.Type: GrantFiled: May 12, 1989Date of Patent: November 6, 1990Assignee: BASF AktiengesellschaftInventors: Liliane Unger, Manfred Raschack, Verena Baldinger, Ferdinand Dengel, Oskar Ehrmann, Hans J. Treiber, Werner Seitz
-
Patent number: 4968690Abstract: The new compound 3-deazaneplanocin A has been discovered to have potent anti-viral, anti-tumor activity and differentiating activity. A simple method for preparing 3-deazaneplanocin A has been developed involving nucleophilic substitution, which method can also be used to prepare a great variety of carbocyclic nucleosides.Type: GrantFiled: January 19, 1989Date of Patent: November 6, 1990Assignee: United States Government as represented by the Secretary of the Dept. of Health and Human ServicesInventors: Victor E. Marquez, John S. Driscoll, Mu-Ill Lim, Christopher K. Tseng, Alberto Haces, Robert I. Glazer
-
Patent number: 4962122Abstract: Novel aryloxyphenylpropylamines having the formula ##STR1## wherein R.sup.1 is C.sub.3-7 -cycloalkyl, C.sub.3-10 -alkyl, or alkenyl which may be straight, branched or cyclic, unsubstituted or substituted with C.sub.1-4 -alkoxy, aryloxy or cycloalkyl or cycloalkylalkyl; andR.sup.2 is 3,4-methylenedioxyphenyl, aryl or heteroaryl, which are optionally substituted with one or more cyano, halogen, C.sub.1-6 -alkyl, C.sub.1-6 -alkoxy, C.sub.1-6 -alkenyl, trifluoromethyl, C.sub.3-5 -alkylene, aryloxy or aralkoxyand a salt thereof with a pharmaceutically acceptable acid.The novel compounds are useful in the treatment of anoxia, migraine, ischemia and epilepsy.Type: GrantFiled: November 29, 1988Date of Patent: October 9, 1990Assignee: A/S FerrosanInventors: Palle Jakobsen, Jorgen Drejer
-
Patent number: 4894472Abstract: The invention relates to new dicyanoethylaryl derivatives and to processes for their preparation. The compounds according to the invention can be used as redox indicators, such as, for example, for the detection of hydrogen peroxide with the aid of peroxidases or peroxidatively active substances.These redox indicators are futhermore suitable for the detection of peroxidases or peroxidatively active compounds, it also being possible to use other peroxides as oxidizing agents.Type: GrantFiled: March 21, 1988Date of Patent: January 16, 1990Assignee: Miles Inc.Inventors: Florin Seng, Klaus Wehling
-
Patent number: 4876277Abstract: Substituted olefinic (allyl) benzene compounds which exhibit important antimicrobial (antibacterial and antifungal) activity, compositions and methods of delivery against pathovars and pathogens, and methods of synthesis from commonly available reactants. The antifungal composition active ingredient is one or more 4,5-substituted 2,3-alkylidenedioxy-1-olefinic benzenes of the formula: ##STR1## where R.sub.1 and R.sub.2 may be the same or different, and are selected from OH, and C.sub.1 -C.sub.5 alkoxy (--OR) or thioalkyl (--SR) groups. R.sub.3 and R.sub.4 are selected from H and C.sub.1 -C.sub.5 alkyl, alkenyl and alkynyl groups, and R.sub.5 is selected from C.sub.3 -C.sub.7 alkyl, alkenyl and alkynyl groups. The preferred compounds are 4,5-substituted-2,3-methylenedioxy-1-allyl benzenes. Where R.sub.1 =OCH.sub.3, R.sub.2 =OH, R.sub.3 and R.sub.4 =H and R.sub.5 =allyl (2',3' propenyl) the compound may be called nor methyl-pseudo-dillapiole. Where R.sub.1 =R.sub.2 =OCH.sub.3, R.sub.3 and R.sub.Type: GrantFiled: May 29, 1987Date of Patent: October 24, 1989Assignee: Plant Cell Research Institute, Inc.Inventors: Basil A. Burke, Muraleedharan G. Nair
-
Patent number: 4876270Abstract: Novel substituted .alpha.,.alpha.-diphenylethylene derivatives of formula I ##STR1## in which R.sub.1 and R.sub.4 independently of one another each represents hydrogen, hydroxy, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.8 -alkoxy, C.sub.1 -C.sub.3 -alkoxy substituted by from 1 to 7 halogen atoms, alkoxyalkoxy having a total of from 2 to 6 carbon atoms, C.sub.3 -C.sub.5 -alkenyloxy or C.sub.3 -C.sub.5 -alkynyloxy;R.sub.2 and R.sub.3 independently of one another each represents hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.5 -alkoxy or nitro; orR.sub.1 and R.sub.2 together represent a radical --O--CH.sub.2 --O-- or --O--CH.sub.2 --CH.sub.2 --O--;R.sub.5 and R.sub.6 independently of one another each represents hydrogen, halogen or methyl;R.sub.7 and R.sub.Type: GrantFiled: February 10, 1988Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventor: Hans-Rudolf Waespe
-
Patent number: 4873360Abstract: Cyclopentanoids (I) of the formula: ##STR1## including stereoisomers are described along with a process for the preparation of I. In particular the preparation of prostanoids of the formula: ##STR2## wherein R.sub.1 is a alkyl group containing 1 to 8 carbon atoms and R.sub.2 CO.sub.2 R.sub.3 is an alkenyl ester group, R.sub.2 contains 2 to 6 carbon atoms and R.sub.3 is a lower alkyl group containing 1 to 6 carbon atoms is described. A particular prostaglandin prepared by the process is PGE.sub.2. The prostanoids have been demonstrated to have pharmacological activity in animals and humans. Novel intermediates of (I) are also described.Type: GrantFiled: January 21, 1988Date of Patent: October 10, 1989Assignee: Board of Governors of Wayne State UniversityInventors: Carl R. Johnson, Thomas D. Penning
-
Patent number: 4865617Abstract: The invention relates to a dyeing composition for keratinous fibres containing, in a cosmetically acceptable solvent medium, at least one para-type oxidation dye precursor in combination with at least one heterocyclic coupler of formula: ##STR1## in which R denotes a hydrogen atom, a C.sub.1 -C.sub.4 radical, a C.sub.2 -C.sub.4 hydroxyalkyl radical, a C.sub.3 to C.sub.6 polyhydroxyalkyl radical, or a C.sub.2 -C.sub.6 alkoxyalkyl radical, Z, independently of R, denotes a C.sub.1 to C.sub.4 alkyl radical, a C.sub.2 to C.sub.4 hydroxyalkyl radical, a C.sub.3 to C.sub.6 polyhydroxyalkyl radical, a C.sub.2 -C.sub.6 alkoxyalkyl radical or a trifluoroethyl radical, R.sub.1 and R.sub.2 independently of each other denote a hydrogen atom or a C.sub.1 to C.sub.4 alkyl radical, or one of the addition salts of the compound of formula (I) with an inorganic acid, a process for the oxidation dyeing of hair using this composition as well as the new couplers of formula (I) where Z is other than methyl when R.sub.1, R.sub.Type: GrantFiled: September 3, 1987Date of Patent: September 12, 1989Assignee: L'OrealInventors: Alex Junino, Alain Genet, Gerard Lang
-
Patent number: 4806604Abstract: The present invention discloses a new class of calcium chelating compounds which have a decreased affinity for calcium following illumination. These new compounds contain a photolabile nitrobenzyl derivative coupled to a tetracarboxylate Ca.sup.2+ chelating parent compound having the octacoordinate chelating groups characteristic of EGTA or BAPTA. However unlike EGTA or BAPTA-like compounds, in which the two halves of the chelator are linked by a simple 1,2-ethanediyl moiety, the compounds of the present invention modify the stereochemical conformation of this linkage by adding bulky substituents or incorporating the linkage into a carbocyclic or heterocyclic ring. In a first form, the new compounds are comprised of a BAPTA-like chelator coupled to a single 2-nitrobenzyl derivative, which in turn is a photochemical precursor of a 2-nitrosobenzophenone.Type: GrantFiled: May 13, 1987Date of Patent: February 21, 1989Assignee: Regents of the University of CaliforniaInventors: Roger Yonchien Tsien, Stephen R. Adams
-
Patent number: 4789743Abstract: The invention relates to a process for the preparaton of compounds of the formula I by reacting an alkali metal alcoholate with a compound of the formula II in the presence of an aliphatic ester such as methyl formate, and then condensing guanidine with the resulting compound of the formula III.The compound of the formula II can be prepared by reacting the corresponding benzaldehyde with acrylonitrile in the presence of diazabicyclo-2,2,2,-octane.Type: GrantFiled: July 31, 1987Date of Patent: December 6, 1988Assignee: Societe Anonyme: Sanofi Pharma S.A. - Succursale de CarougeInventor: Abram Becker
-
Patent number: 4780550Abstract: Compounds of the formula ##STR1## wherein R is hydrogen; halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; or R.sup.a SO.sub.m -- wherein m is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are methyl or ethyl;R.sup.5 and R.sup.6 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R hu d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.sup.c)C(O)R.sup.d wherein R.sup.c and R.sup.Type: GrantFiled: September 17, 1987Date of Patent: October 25, 1988Assignee: Stauffer Chemical CompanyInventor: Charles G. Carter
-
Patent number: 4769480Abstract: There is provided a novel benzylamine derivative of the formula I: ##STR1## wherein R.sup.1 represents a hydrogen atom or a methyl group, X represents a hydrogen atom, a methyl group or a tosyl group, and Y represents a hydrogen atom, a methyl group or ##STR2## in which R.sup.2 and R.sup.3 being identical or different from each other represent independently a lower alkyl group.Type: GrantFiled: August 15, 1986Date of Patent: September 6, 1988Assignee: Mitsubishi Chemical Industries LimitedInventors: Yoshiharu Morita, Naoshi Imaki, Hisao Takayanagi, Tadashi Shirasaka, Tetsuro Shimpuku, Yuki Takuma, Mari Oishi
-
Patent number: 4761491Abstract: 2-Substituted-1,3-dioxacycloalkanes (also known as acetonides) (such as ##STR1## (4-hydroxy-2,2-dimethyl-1,3-benzodioxole)) are prepared by reacting a diol (such as 1,2,3-trihydroxybenzene) and a diunsaturated ether (such as diisopropenyl ether). The reaction is exothermic and produces a ketone as the only by-product. The invention has utility in hydroxyl moiety "protection" and in pesticide synthesis.Type: GrantFiled: October 20, 1986Date of Patent: August 2, 1988Assignee: The Dow Chemical CompanyInventor: Robert H. Heistand, II
-
Patent number: 4751230Abstract: The invention relates to 2,3-dihydrobenzofuran derivatives of the general formula: ##STR1## in which: each of X.sub.1 and X.sub.2, which are identical or different, represents a hydrogen or halogen atom or an alkoxy radical containing from 1 to 4 carbon atoms,X.sub.3 represents a hydrogen atom or an alkyl radical having from 1 to 4 carbon atoms,Y represents a hydrogen atom or a hydroxy radical, each of R.sub.1 and R.sub.2, which are identical or different, represents an alkyl radical having from 1 to 4 carbon atoms,or R.sub.1 represents a methyl radical and R.sub.2 represents a phenylalkyl grouping or a 2-indanyl grouping, each of which may be substituted or unsubstituted,or R.sub.1 and R.sub.2 together form, with the nitrogen atom to which they are attached, a piperazinyl radical, a tetrahydroisoquinolyl radical, a morpholinyl radical or a tetrahydrothienopyridinyl radical.Type: GrantFiled: July 16, 1987Date of Patent: June 14, 1988Assignee: ADIR et CompagnieInventors: Gilbert Lavielle, Yves-Michel Gargouil, Jean-Paul Vilaine
-
Patent number: 4746747Abstract: There is provided a novel anisole derivative represented by the following formula (I): ##STR1## wherein A to D are defined as follows: (1) A, B and C are each a hydrogen atom, and D represents --OH, a halogen atom, --CO.sub.2 R.sup.1 of which R.sup.1 represents a lower alkyl group, --SO.sub.2 R.sup.2 of which R.sup.2 represents a lower alkyl group, or ##STR2## or (2) A and C are each a hydrogen atom, B is --OH, and D represents --CO.sub.2 R.sup.3 of which R.sup.3 represents a lower alkyl group; or(3) A is a hydrogen atom, B and C form an oxo group .dbd.O together, and D represents --CO.sub.2 R.sup.4 of which R.sup.4 represents a lower alkyl group; or(4) B and C are each a hydrogen atom, D is a halogen atom, and A represents --CHO.Type: GrantFiled: August 28, 1986Date of Patent: May 24, 1988Assignee: Mitsubishi Chemical Industries LimitedInventors: Yoshiharu Morita, Naoshi Imaki, Hisao Takayanagi, Yuki Takuma, Tadashi Shirasaka
-
Patent number: 4691022Abstract: The invention relates to a process for the preparation of compounds of the formula I ##STR1## in which R represents hydrogen, alkyl or aralkyl, and R.sup.1 to R.sup.6 denote identical or different radicals hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, cycloalkenylalkyl, aralkyl or aryl, both being monosubstituted, disubstituted or trisubstituted in the aryl moiety by alkyl, alkoxy, hydroxyl, halogen, nitro, methylenedioxy and/or cyano, or in which two of the radicals R.sup.1 to R.sup.6, together with the carbon atom(s) bearing them form a monocyclic or bicyclic ring system, and the remaining radicals are hydrogen, which process comprises converting, with an oxidizing agent in the presence of a silver salt, a pyrrolidine derivative of the formula II into a .DELTA..sup.1 -pyrroline derivative of the formula III, reacting the latter with hydrogen cyanide or a metal cyanide to form a nitrile of the formula IV, and subjecting the latter to solvolysis with a compound of the formula ROH.Type: GrantFiled: June 21, 1984Date of Patent: September 1, 1987Assignee: Hoechst AktiengesellschaftInventors: Rainer Henning, Hansjorg Urbach
-
Patent number: 4680310Abstract: Tetrahydronaphthalene derivatives of the formula ##STR1## wherein Y, m, n, R and R.sup.1 to R.sup.9 are as set forth herein, are described.These compounds have a pronounced calcium-antagonistic and anti-arrhythmic activity and can accordingly be used as medicaments, especially for the control or prevention of angina pectoris, ischaemia, arrhythmias and high blood pressure. The compounds of formula I can be prepared by the amination of a compound of the formula ##STR2## with a corresponding N-methyl-phenylalkylamine and optional subsequent O-acylation. Compounds of formula II and IV are also described and are within the scope of the invention.Type: GrantFiled: October 10, 1985Date of Patent: July 14, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Urs Hengartner, Henri Ramuz
-
Patent number: 4665097Abstract: Novel bicyclooxyaryl thioureas are provided together with methods for their preparation and use as the active toxicant in pesticidal compositions.Type: GrantFiled: March 31, 1983Date of Patent: May 12, 1987Assignee: Union Carbide CorporationInventor: Paul A. Cain
-
Patent number: 4612313Abstract: The present invention provides phenylacetonitrile derivatives of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5, which can be the same or different, are hydrogen or haolgen atoms or alkyl, alkoxy, nitro, amino or acylamino radicals and two adjacent substituents can together also form a methylenedioxy or ethylenedioxy radical, A is a radical of the general formula: ##STR2## in which R.sub.6 is a straight-chained, cyclic or branched, saturated or unsaturated alkyl radical containing 2 to 12 carbon atoms, R.sub.Type: GrantFiled: September 10, 1985Date of Patent: September 16, 1986Assignee: Boehringer Mannheim GmbHInventors: Herbert Leinert, Wolfgang Kampe, Klaus Strein, Bernd Muller-Beckmann, Wolfgang Bartsch
-
Patent number: 4569928Abstract: Novel esters in all possible isomeric forms and mixtures thereof of the formula ##STR1## wherein R is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 18 carbon atoms and optionally unsaturated cycloalkyl or cycloalkylalkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, --OH, --SH, --OR', --SR', --NO.sub.2, ##STR2## --SO.sub.2 AlK.sub.2, --SO.sub.3 AlK.sub.3, aryl optionally substituted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --CF.sub.3, --OCF.sub.3, --SCF.sub.3 and ##STR3## R' is alkyl of 1 to 8 carbon atoms, R" and R'" are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK.sub.1, AlK.sub.2 and AlK.sub.Type: GrantFiled: October 28, 1983Date of Patent: February 11, 1986Assignee: Roussel UclafInventors: Jean Tessier, Andre Teche, Jean-Pierre Demoute
-
Patent number: 4552894Abstract: A 2-fluoroethoxy-substituted benzene derivative represented by the general formula ##STR1## wherein X represents an oxygen or sulfur atom, R.sup.1 and R.sup.2 represent a hydrogen atom or a lower alkyl group, n represents 0 or 1, and A represents a group of the general formula ##STR2## in which R.sup.3 and R.sup.4 represent a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a lower haloalkyl group, a lower haloalkylthio group or a methylenedioxy group, R.sup.5 and R.sup.6 represent a hydrogen atom or a lower alkyl group, and p and m represent 0 or 1.This compound is useful as an active ingredient of insecticidal and acaricidal agents, and can be produced by reacting a compound of the general formula ##STR3## with a compound of the general formulaA--D (IV)wherein in general formulae (III) and (IV), A, R.sup.1, R.sup.Type: GrantFiled: January 24, 1984Date of Patent: November 12, 1985Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Tsuneo Inoue, Kiyoshi Nakatani, Kengo Oda, Tutomu Ishii, Takatoshi Udagawa, Shiro Shiraishi
-
Patent number: 4540800Abstract: A process for the preparation of a 2,3-dihydro-2-methyl-2,3-dialkyl-7-oxybenzofuran having the formula (I): ##STR1## in which R and R' are the same or different and each represents a lower alkyl group or hydrogen atom, which comprises reacting catechol with an aldehyde having the formula (II):(RCH.sub.2)(R')CHCHO (II)or an alcohol having the formula (III):RCH.dbd.C(R')--CH.sub.2 OH (III)in a gaseous phase in the presence of a solid acid catalyst. The products are useful as intermediates in the preparation of insecticides.Type: GrantFiled: April 12, 1983Date of Patent: September 10, 1985Assignee: Ube Industries, Ltd.Inventors: Yukio Inaba, Taisei Igarashi, Susumu Tahara, Takashi Miyatake
-
Patent number: 4508732Abstract: Basic ethers of the formula ##STR1## wherein Z is CH.sub.3 -NR.sup.2 -CH.sub.2 CH.sub.2 -CHR.sup.1 --, (1-R.sup.2 -3-piperidyl)-CHR.sup.3 --, (1-R.sup.2 -2-piperidyl)-CH.sub.2 -CHR.sup.3 -- or 1-R.sup.2 -3-R.sup.4 -- hexahydroazepinyl; R.sup.1 is cyclopropyl or Ar; R.sup.2 is H, alkyl of 1-4 C atoms, alkenyl of 2-4 C atoms, cycloalkylalkyl of 4-8 C atoms or benzyl; R.sup.3 is H or Ar; R.sup.4 is H or alkyl of 1-4 C atoms, Y is --O-CHQ.sup.1 -CHQ.sup.2 -CH.sub.2 --, --O-CHQ.sup.1 -CHQ.sup.2 -CO--, --O-CQ.sup.1 .dbd.CQ.sup.2 -CO-- or --CH.sub.2 -CHQ.sup.1 -CHQ.sup.2 -CO--; Q.sup.1 and Q.sup.2 are independently each H, alkyl of 1-4 C atoms, cycloalkyl or alkylcycloalkyl each of 3-6 total C atoms or Ar; and Ar is phenyl or phenyl substituted by F, Cl, alkoxy or alkylthio, each of 1-4 C atoms, methylenedioxy or CF.sub.3 ; with the proviso that when Z is (CH.sub.3).sub.2 N-CH.sub.2 CH.sub.2 -CHR.sup.1 in 7-position and Y is --O-C(C.sub.6 H.sub.5).dbd.CH-CO-- or --O-C(C.sub.6 H.sub.5).dbd.C(CH.sub.3)-CO--, R.sup.Type: GrantFiled: January 21, 1983Date of Patent: April 2, 1985Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Hans-Heinrich Hausberg, Helmut Prucher, Jurgen Uhl, Christoph Seyfried, Klaus Minck
-
Patent number: 4503062Abstract: This invention relates to novel alicyclic alcohol compounds of the formula ##STR1## wherein Az is imidazole or 1,2,4-triazole, R.sup.6 is optionally substituted phenyl and A is an alicyclic ring optionally benzo-fused, which compounds possess pharmaceutical, veterinary, agricultural and horticultural antifungal properties; together with a process for their manufacture, compositions containing them, and a method of combatting plant fungal diseases.Type: GrantFiled: March 28, 1983Date of Patent: March 5, 1985Assignee: Imperial Chemical Industries PLCInventor: Michael B. Gravestock
-
Patent number: 4500541Abstract: Cyclopropane derivatives of the formula ##STR1## wherein Ar is phenyl or phenyl monosubstituted or polysubstituted by F, Cl, Br, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.2-4 alkenyloxy, C.sub.1-4 alkylthio, OH, SH, CN, methylenedioxy or CF.sub.3 ; and R is H, C.sub.1-4 alkyl or benzyl, or a physiologically acceptable acid addition salt thereof, have valuable pharmacological properties, e.g., as antidepressants.Type: GrantFiled: June 17, 1983Date of Patent: February 19, 1985Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Hans-Heinrich Hausberg, Jurgen Uhl, Christoph Seyfried, Klaus-Otto Minck
-
Patent number: 4499115Abstract: Novel antioxidant compounds for use in foodstuffs containing oils or fats are described which comprise benzodioxole compounds having the structure ##STR1## wherein R.sub.1 is a hydrogen atom or an alkyl group or an aryl group,R.sub.2 is an alkyl group or an aryl group,or R.sub.1 and R.sub.2 together form a cyclo alkyl group, andR.sub.3 is a hydrogen atom or an hydroxyl group.Type: GrantFiled: December 30, 1982Date of Patent: February 12, 1985Assignee: Unisearch LimitedInventors: Thi H. Minh, Edward R. Cole, George Crank
-
Patent number: 4482728Abstract: Certain polybutylbenzylphenols and benzyl-3,4-methylenedioxybenzenes are useful for insect control especially as insect chemosterilants and oviposition inhibitors. The benzyl-3,4-methylenedioxybenzenes also find utility as growth inhibitors for mosquito larvae.Type: GrantFiled: April 20, 1982Date of Patent: November 13, 1984Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Leonard Jurd
-
Patent number: 4472427Abstract: Compounds of the formula Het--O--CH.sub.2 --CHOR--CH.sub.2 --NHaralkyl where Het are ##STR1## disclosed. The compounds are useful as pharmaceuticals.Type: GrantFiled: August 30, 1982Date of Patent: September 18, 1984Assignee: Merck & Co., Inc.Inventors: John J. Baldwin, David E. McClure
-
Patent number: 4368335Abstract: This disclosure describes novel N'-[2,6-dichloro-4-(substituted-benzylamino)phenyl]-N,N-dimethyl-formamidi nes which possess activity as hypotensive agents and as diuretics.Type: GrantFiled: November 25, 1981Date of Patent: January 11, 1983Assignee: American Cyanamid CompanyInventors: Walter E. Meyer, Andrew S. Tomcufcik, Joseph W. Marsico, Jr.
-
Patent number: 4360466Abstract: This disclosure describes novel N'-[2,6-dichloro-4-(substituted-benzylideneamino)phenyl]-N,N-dimethylforma midines which possess activity as hypotensive agents and as diuretics.Type: GrantFiled: November 25, 1981Date of Patent: November 23, 1982Assignee: American Cyanamid CompanyInventors: Walter E. Meyer, Andrew S. Tomcufcik, Joseph W. Marsico, Jr.
-
Patent number: 4357344Abstract: Certain polybutylbenzylphenols and benzyl-3,4-methylenedioxybenzenes are useful for insect control especially as insect chemosterilants and oviposition inhibitors. The benzyl-3,4-methylenedioxybenzenes also find utility as growth inhibitors for mosquito larvae.Type: GrantFiled: March 29, 1979Date of Patent: November 2, 1982Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Leonard Jurd
-
Patent number: 4338316Abstract: The disclosure relates to 9.beta.-aryloxy prostane derivatives, for example 16-(3-chlorophenoxy)-11.alpha.,15.alpha.-dihydroxy-16-methyl-9.beta.-pheno xy-18,19,20-trinor-5-cis,13-trans-prostadienoic acid, which possess high activity as abortifacients, cervical softeners, inducers of parturition or inhibitors of gastric acid production in mammals. These properties are typical of prostaglandin analogues of the E series, but chemically the new 9.beta.-aryloxy prostane derivatives are prostaglandin F series analogues and are therefore more stable than the E series analogues previously used for the above purposes. The new derivatives are manufactured by known analogy processes, and are formulated in conventional manner.Type: GrantFiled: September 26, 1979Date of Patent: July 6, 1982Assignee: Imperial Chemical Industries LimitedInventor: Peter R. Marsham